Rare isotachin-derived from the Dasymaschalon rostratum fungus Penicillium tanzanicum ZY-5

Gang-Bo Ge; De-Cai Dai; Xue-Ming Zhou; Wei-Jie Wu; Cai-Juan Zheng; Xin-Ming Song; You-Ping Luo

doi:10.1016/j.fitote.2021.105119

Rare isotachin-derived from the Dasymaschalon rostratum fungus Penicillium tanzanicum ZY-5

Fitoterapia. 2022 Mar:157:105119. doi: 10.1016/j.fitote.2021.105119. Epub 2021 Dec 31.

Authors

Gang-Bo Ge¹, De-Cai Dai², Xue-Ming Zhou¹, Wei-Jie Wu¹, Cai-Juan Zheng¹, Xin-Ming Song³, You-Ping Luo⁴

Affiliations

¹ Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China.
² Key Laboratory of Medicinal and Edible Plants Resources of Hainan Province, Hainan Vocational University of Science and Technology, Haikou, People's Republic of China.
³ Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China. Electronic address: sxm8646@163.com.
⁴ Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China. Electronic address: 13688647@qq.com.

PMID: 34979257
DOI: 10.1016/j.fitote.2021.105119

Abstract

Four rare isotachin-derived, isotachins E-H (1-4), together with two known biogenetically related isotachin derivatives (5 and 6) were isolated from the solid rice fermentation of a fungus Penicillium tanzanicum ZY-5 obtained from a medicinal plant Dasymaschalon rostratum collected from the Changjiang County, Hainan Province, China. Their structures were elucidated using comprehensive spectroscopic methods. The single-crystal X-ray diffraction of compound 5 was determined. Compounds 1-4 have a trans-3-(methylthio)-acrylic acid fragment, which are rare in nature. The inhibitory activities of all compounds against the nitric oxide (NO) production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells in vitro were evaluated.

Keywords: Anti-inflammatory activity; Isotachin-derived; Penicillium tanzanicum.

MeSH terms

Animals
Annonaceae / microbiology*
Anti-Inflammatory Agents / chemistry
Anti-Inflammatory Agents / isolation & purification
Crystallography, X-Ray
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Methacrylates / chemistry*
Methacrylates / isolation & purification
Mice
Molecular Structure
Nitric Oxide / antagonists & inhibitors
Nitric Oxide / metabolism
Penicillium / chemistry*
Penicillium / isolation & purification
RAW 264.7 Cells
Spectrophotometry, Infrared

Substances

Anti-Inflammatory Agents
Methacrylates
Nitric Oxide

Supplementary concepts

Penicillium tanzanicum